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Chicago, IL, USA to Portland, OR, USA from $80: 7 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Portland, United States of America

How to Get from Chicago to Portland: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$80 - PlaneBest price
2840 kmDistance
6h 36m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Portland with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Plane
Average Duration
6h  36m
Estimated price
$80-188
Recommended
route map
Distance: 2840 km
Duration: 6h 36m

See more options

Company
Amtrak
Train
Average Duration
46h  12m
Estimated price
$90-800
Company
various
Plane
Average Duration
10h  5m
Estimated price
$104-513
Company
various
Plane
Average Duration
6h  57m
Estimated price
$126-608
Company
various
Drive
Average Duration
9h  23m
Estimated price
$130-577
Company
Greyhound USA
Bus
Average Duration
57h  9m
Estimated price
$801-802
Company
various
Drive
Average Duration
32h  34m
Estimated price
$803-800

Traveling From Chicago to Portland

Your journey from Chicago's bustling streets and deep-dish pizza to Portland's quirky coffee shops and lush landscapes offers a captivating blend of urban energy and natural serenity.

Best Neighbourhoods in Portland

Portland's neighborhoods each offer distinct vibes and attractions for visitors.

Pearl District
• Art galleries and chic boutiques abound.
• Vibrant dining scene with innovative cuisine.
Alberta Arts District
• Known for its colorful murals and street art.
• Hosts a lively monthly art walk event.
Sellwood-Moreland
• Antique shops and local markets thrive here.
• Scenic parks along the Willamette River.

Best Times To Visit Portland's Attractions

Maximize your experience in Portland by timing your visits to its best attractions wisely.

Washington Park
Visit early in the morning for fewer tourists and peaceful trails.
Powell's City of Books
Weekdays are ideal to browse without weekend crowds.
Lan Su Chinese Garden
Visit during weekdays in spring for blooming flowers and tranquility.

Portland Weather: What to Expect Year-Round

Portland experiences a temperate oceanic climate, with mild, wet winters and warm, dry summers that create vibrant scenery. The best times to visit are late spring and early fall, as pleasant weather enhances your exploration of the city and its outdoor attractions.

Dining Recommendation

Try the ramen at Toshi’s Ramen, where rich broths and locally sourced ingredients create a comforting yet adventurous meal that stands apart from Chicago's hearty pizza scene. The cozy atmosphere, paired with the burst of flavors, showcases Portland's emphasis on freshness and culinary creativity.

Chicago - Portland operators

Explore transport companies operating between Chicago and Portland, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane
Website
southwest.com

Plane from Chicago Midway (MDW) to Portland (PDX)

Average Duration
6h 36m
Estimated price
$80-188

Plane from Chicago Midway (MDW) to Portland (PDX)

Average Duration
4h 25m
Estimated price
$807-808

Plane from Chicago Midway (MDW) to Portland (PDX)

Average Duration
7h 3m
Estimated price
$809-806
Website
delta.com

Plane from Chicago Midway (MDW) to Portland (PDX)

Average Duration
7h 55m
Estimated price
$130-800

Plane from Chicago O'Hare (ORD) to Portland (PDX)

Average Duration
7h 20m
Estimated price
$1885-800
Website
united.com

Plane from Chicago O'Hare (ORD) to Portland (PDX)

Average Duration
4h 37m
Estimated price
$1261-808
Train Show train routes
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to Portland

Average Duration
46h 12m
Estimated price
$90-800

Train from Chicago Union Station to Milwaukee

Average Duration
1h 29m
Estimated price
$1266-1267
Bus
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Chicago Bus Station to Portland Curbside Bus Stop

Average Duration
57h 9m
Estimated price
$805-806
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from Provo Intermodal Hub to Boise

Average Duration
8h
Estimated price
$12660-1886

Bus from Boise to Portland Curbside Bus Stop

Average Duration
10h 40m
Estimated price
$1300-1889

Chicago to Portland: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Portland offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on an exciting road trip from the bustling city of Chicago to the hip and vibrant city of Portland! Covering a distance of 2131 miles, the journey offers a diverse mix of scenic landscapes and charming towns along the way. ⛽️ With an estimated driving time of approximately 32 hours and 34 minutes, make sure to plan your pit stops wisely to refuel and stretch your legs. The route will take you through picturesque states, offering a glimpse into the heart of the American Midwest and the Pacific Northwest. 💸 While prices for the trip may vary between $380 to $600, the experience of cruising through the changing terrains and discovering hidden gems is truly priceless.
Average price
$380 - $600
🚆Embark on a scenic journey from Chicago to Portland by train. The Amtrak service offers direct trips from Chicago Union Station to Portland, taking approximately 46 hours and 12 minutes. Services operate twice daily, providing flexibility for travelers. 🌲The route covers a distance of 2,246 miles, showcasing diverse landscapes along the way. The Empire Builder train from Chicago Union Station to Portland Union Station offers a comfortable and relaxing travel experience. Tickets for this trip range from $90 to $600, catering to different budget preferences.
Departure Point
Chicago Union Station
Arrival Point
Portland station
Useful tips for train travellers
• On your train from Chicago to Portland, Amtrak operates the service, and onboard catering is provided through Amtrak's Café which offers a selection of snacks, meals, and beverages. You can enjoy sandwiches, salads, and soups, along with alcoholic and non-alcoholic drinks. Keep an eye out for seasonal specials as well!
• The Amtrak trains on this route feature different seating options. You can choose from Coach (Economy), Business Class, and Bedroom accommodations in sleeper cars. Coach seats are spacious with reclining options, while Business Class provides extra legroom, complimentary newspapers, and more comfortable seating. For added privacy and comfort, consider booking a Bedroom, which includes meals and access to shower facilities.
• Upon arrival in Portland, you will disembark at Portland Union Station. It’s vital to know that there is a luggage storage service available at the station, allowing you to explore the area without your bags. Additionally, restrooms are located within the station, but shower facilities aren't available. To get to the city center quickly, grab the MAX Light Rail from the Union Station/NE 11th Ave MAX Station; the Yellow or Green Line will take you directly to downtown in about 10 minutes.
🛫 Flying from Chicago to Portland is a convenient and relatively quick journey with the quickest direct flight taking only 4 hours and 25 minutes. 💸 Depending on the airline and time of booking, the prices for a flight between Portland and Chicago can range from $80 to $188, making it accessible for various budgets.
Departure Point
Chicago Midway Airport
Arrival Point
Portland Airport
🚌 Traveling from Chicago to Portland by bus requires multiple transfers and approximately 2 days and 9 hours of journey time. 💰 Fares for the Chicago to Portland bus range between $265 - $743, with various services operated by Greyhound USA and Flixbus USA.
Departure Point
Chicago Bus Station
Arrival Point
Portland Curbside Bus Stop station

Frequently asked questions

Find out more about the route from Chicago to Portland.

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The cheapest way to get from Chicago to Portland is to fly. There are several airlines that offer affordable flights from Chicago to Portland, with prices ranging from $95 to $550. The average flight duration is around 6 hours and 31 minutes. It is advisable to book your flight in advance and compare prices from different airlines to find the best deal.
The fastest way to travel from Chicago to Portland is by flying. The flight duration is approximately 6 hours and 31 minutes. There are several airlines that operate direct flights between the two cities, providing a convenient and efficient travel option. It is advisable to check for flight schedules and compare prices to ensure the best possible travel experience.
The distance between Chicago and Portland is approximately 1765 miles. If you were to travel by road, the distance is slightly longer, at about 2131 miles. It is important to note that the travel time can vary depending on the route taken and the mode of transportation.
The cheapest way to travel from Chicago to Portland is by flying. Flights can cost anywhere from $95 to $550 and the journey takes around 6 hours and 31 minutes. However, if you prefer not to fly, the best option is to take the train. The train ride from Chicago to Portland takes approximately 46 hours and 12 minutes and fares range from $90 to $600.
The quickest way to travel from Chicago to Portland is by flying. Depending on the airline and the time of booking, ticket prices can range from $95 to $550. The flight duration is approximately 6 hours and 31 minutes, including any necessary transfers. It is important to check with the airline for any flight disruptions, as travel times can vary.
The cheapest way to travel from Chicago to Portland is by bus, with tickets ranging from $330 to $1,300. However, be prepared for a long journey, as the bus ride takes approximately 2 days and 8 hours. Another option is to take a train, which costs $90 to $600 and takes about 46 hours and 12 minutes. Alternatively, flying is the fastest option, taking 6 hours and 31 minutes and costing $95 to $550.
There are plenty of hotel options available near Portland, with over 618 to choose from. Prices for accommodations start at $56 per night. Some popular areas to stay in Portland include Downtown, Pearl District, and the Alberta Arts District, each offering a variety of hotels to suit different budget and preference. It is recommended to book your accommodation in advance to secure the best rates and availability.
Yes, it is possible to drive from Chicago to Portland. The distance between the two cities is approximately 2131 miles, and the estimated driving time is around 32 hours and 34 minutes. However, it is important to note that this is a long and time-consuming journey, so it is recommended to plan for multiple stops and make sure to have proper rest and accommodations along the way. Additionally, consider fuel costs and any potential tolls or fees that may be incurred during the trip.
Yes, there is no direct bus route from Chicago to Portland. However, there are bus services available with transfers. The journey starts at Chicago Bus Station and goes through Minneapolis, MN, Butte, MT, Idaho Falls, Pocatello, ID - Red Lion, and Boise before reaching Portland. The total travel time, including transfers, takes approximately 2 days and 8 hours.
You can catch the bus from Chicago to Portland at the Chicago Bus Station. The bus services are operated by Greyhound USA. Make sure to check the departure schedules and purchase your ticket in advance to secure your seat.
The Chicago to Portland bus arrives at the Portland Curbside Bus Stop station. This station is operated by Flixbus USA. It is located in Portland and serves as the final destination for the bus journey from Chicago. Passengers can easily access the city and explore its attractions from this convenient location.
To get to Portland from the airport, you have a few options. One option is to take a taxi or a ride-share service, which will cost around $35-$50 and take about 20-30 minutes depending on traffic. Another option is to take public transportation, such as the MAX Light Rail Red Line. This will cost around $2.50-$3.50 and take about 40-45 minutes. Finally, you can also rent a car at the airport and drive to Portland, which will take about 20-30 minutes depending on traffic conditions.
Southwest Airlines is the main airline that offers flights from Chicago Midway Airport to Portland Airport. They provide multiple daily flights between the two cities. Other airlines like American Airlines, United Airlines, and Delta Airlines also operate flights on this route, but Southwest Airlines is typically considered one of the more cost-effective options.
The fastest way to travel from Chicago to Portland is by taking a direct flight. The quickest flight from Chicago Midway Airport to Portland Airport takes approximately 4 hours and 20 minutes. Southwest Airlines offers flights between these two cities. The flight duration from Chicago to Portland is approximately 6 hours and 31 minutes. Flight prices for this route can range from $96 to $508.
The flight from Chicago to Portland typically takes around 4 hours and 20 minutes on a direct flight. However, please note that the actual duration may vary depending on factors such as weather conditions, air traffic, and the specific route taken by the airline. It is always recommended to check with the airline for the most up-to-date information on flight durations.
Trains from Chicago to Portland arrive at the Portland station. The train service is operated by Amtrak, and it is a convenient mode of transportation for those looking for a scenic and comfortable journey. The Portland station is centrally located in the city, making it easy for travelers to access their accommodations and explore the surrounding area.
Yes, there is a direct train between Chicago and Portland. The train departs from Chicago Union Station and arrives in Portland. The service runs twice daily and operates every day. The journey by train takes approximately 46 hours and 12 minutes.
The Chicago to Portland train departs from Chicago Union Station. Amtrak operates train services on this route. Chicago Union Station is located in the heart of downtown Chicago and is easily accessible by various modes of transportation. It is recommended to arrive at the station at least 30 minutes before the scheduled departure time to ensure a smooth boarding process.
The cost of a flight from Chicago to Portland can range from $96 to $508. This pricing includes different factors such as airline, time of booking, and availability. It is recommended to use flight comparison websites or apps to find the most affordable options. It is also advisable to book in advance and consider flying on weekdays or during off-peak seasons to potentially secure cheaper fares.
The cost of a train journey from Chicago to Portland can range from $90 to $600, depending on factors such as the class of travel, availability, and time of booking. Several factors may impact the price, such as discounts, promotions, and seasonality. It is advisable to check with Amtrak, the main train operator in the United States, for the most up-to-date and accurate pricing information for this route.
The cost of a bus ticket from Chicago to Portland can vary between $333 and $1224. The price range is influenced by factors such as the time of booking, the type of bus service, and any discounts or promotions available. It is advisable to check with different bus operators and compare prices to find the best deal. Additionally, it's important to consider the duration of the journey, which can take several days, compared to the quicker option of flying.
The cost of driving from Chicago to Portland can vary depending on several factors. On average, the cost of gas for the 2,000+ mile journey can range from around $380 to $600. This estimate takes into account the current gas prices and the fuel efficiency of the vehicle. It's important to note that additional expenses such as tolls, meals, and accommodations should also be considered when calculating the total cost of driving.

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